The first asymmetric total syntheses of both enantiomers of cryptocaryone

@article{Fujioka2010TheFA,
  title={The first asymmetric total syntheses of both enantiomers of cryptocaryone},
  author={H. Fujioka and Kenji Nakahara and Tomohiro Oki and Kie Hirano and Tatsuya Hayashi and Y. Kita},
  journal={Tetrahedron Letters},
  year={2010},
  volume={51},
  pages={1945-1946}
}
The first asymmetric total syntheses of the (+)- and (−)-cryptocaryones are described. Removal of the acetal unit of the enone acetal 5, which was obtained in our previous study from the cyclohexadiene acetal 3, afforded the enone acetal 8 in a one-pot procedure. The acylation of 8 with cinnamoyl chloride and subsequent hydrolysis of the resulting acetal gave the lactol 11. Its oxidation with NIS and tetra-n-butylammonium iodide (TBAI) finally furnished the natural (+)-cryptocaryone 2. The same… Expand
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